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Upstream product

• 95124-07-5 dimethyl (prop-2-yn-1-yl)malonate 
• 70-11-1 α-bromoacetophenone 
• 108-59-8 malonic acid dimethyl ester 
• 170648-79-0 dimethyl 2-(2-oxo-2-phenyl-ethyl)malonate 
• 106-96-7 propargyl bromide 
• 532-27-4 1-chloroacetophenone 

Relevant academic research and scientific papers

Vinyl dihydropyrans and dihydrooxazines: Cyclizations of catalytic ruthenium carbenes derived from alkynals and alkynones

A novel synthesis of 2-vinyldihydropyrans and dihydro-1,4-oxazines (morpholine derivatives) from alkynals and alkynones has been developed. The cyclizations require a mild generation of catalytic ruthenium carbenes from terminal alkynes and (trimethylsilyl)diazomethane followed by trapping with carbonyl nucleophiles. Mechanistic aspects of the new cyclizations are discussed. Setting a trap: A novel synthesis of 2-vinyldihydropyrans and dihydro-1,4-oxazines (morpholine derivatives) from alkynals and alkynones has been developed. The cyclizations require a mild generation of catalytic ruthenium carbenes from terminal alkynes and (trimethylsilyl)diazomethane followed by trapping with carbonyl nucleophiles.

Investigation of intramolecular Pauson-Khand reaction of 2-aryl-1,6- and 1-methyl-1,7-enynes (exo-olefins) and 1-phenyl-1-octen-7-yne (endoolefin)

The intramolecular Pauson-Khand reaction of various 2-aryl-1-hepten-6-ynes and its aza-derivatives (exo-olefins) efficiently produced arylbicyclo[3.3.0]octenones and azaoctenone bearing quaternary carbon centers at angular positions in good yields. Although a similar reaction of 2-phenyl-1-octen-7-yne (exo-olefin), which is a homologue of 2-phenyl-1-hepten-6-yne, did not take place, the reaction of the methyl derivatives smoothly proceeded. However, the reaction of regioisomeric 1-phenyl-1-octen-7-yne (endo-olefin) afforded the desired product in moderate yields.